Jennings Vacations from $276

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Your Jennings Vacation

History, cuisine, art and more … It's all waiting for you with a Jennings vacation package. And with the ability to customize your city break, you know it'll be one that's difficult to forget. During your trip to Jennings, give yourself plenty of time for sightseeing. One of the best places to begin is Jennings GP Motorcycle Track. Stop daydreaming and start adventuring. Browse the wide range of options on Expedia today and finally put your Jennings vacation plans in motion!

The Latest Jennings vacation packages

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Ocala

La Quinta Inn & Suites by Wyndham Ocala

3 out of 5
Price was $354, price is now $276 per person
$276
per person
May 27 - May 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Gainesville (GNV)
6.8/10 (1,006 reviews)
Yes it was a good breakfast.

Reviewed on Mar 29, 2026

The Equestrian Hotel

The Equestrian Hotel

5 out of 5
Save 100% on your flight
Price was $917, price is now $654 per person
$654
per person
May 27 - May 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Gainesville (GNV)
9.8/10 Exceptional! (626 reviews)
Great hotel very clean

Reviewed on Apr 7, 2026

Equus Inn Ocala

Equus Inn Ocala

2.5 out of 5
Price was $403, price is now $302 per person
$302
per person
May 27 - May 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Gainesville (GNV)
9/10 Wonderful! (1,994 reviews)
Parking was nice. Easy to get to restaurants. But the staff were noisy the room was not clean. Wouldn’t stay there again.

Reviewed on Apr 10, 2026

Hilton Ocala

Hilton Ocala

3.5 out of 5
Price was $567, price is now $429 per person
$429
per person
May 27 - May 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Gainesville (GNV)
8.6/10 Excellent! (1,005 reviews)
There was hair in the bed and on the wall in the shower. The shower head holder was broken and it would only attach to the wall about stomach height and would spray water all onto the bathroom floor.

Reviewed on Apr 7, 2026

Hilton Garden Inn Ocala Downtown

Hilton Garden Inn Ocala Downtown

3 out of 5
Historic Downtown
Price was $555, price is now $432 per person
$432
per person
May 27 - May 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Gainesville (GNV)
7.8/10 Good! (641 reviews)
The Hilton Garden Inn was amazing and highly recommended. Ivette at the front treated us with so much respect and hospitality. Very welcoming

Reviewed on Apr 9, 2026

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Discover the most popular places to visit in Jennings

Jennings GP Motorcycle Track

4.5/5(12 reviews)

Catch an event at Jennings GP Motorcycle Track, and enjoy other activities in Jennings such as taking adventure tours. While in this walkable area, you can enjoy the coffeehouses.

Jennings GP Motorcycle Track

Jennings Hotel Deals

Econo Lodge Jennings

Econo Lodge Jennings

2 out of 5
2020 Hamilton Ave Jennings FL
Fully refundableReserve now, pay when you stay
$50 nightly
The price is $55 total per night from Apr 12 to Apr 13
$55 total
Apr 12 - Apr 13
Total with taxes and fees
8.2/10 Very Good! (525 reviews)
Ok for basic accomadation but a barking dog inside the motel kept us up and desk did not answer our cal at 2,3 and 3:30 am.Dog kept barking.

Reviewed on Apr 7, 2026

Econo Lodge Jennings
Wildlife Preserve camphouse in Jennings- Includes Tour

Wildlife Preserve camphouse in Jennings- Includes Tour

Jennings FL
$250 nightly
The price is $275 total per night from Apr 12 to Apr 13
$275 total
Apr 12 - Apr 13
Total with taxes and fees
Wildlife Preserve camphouse in Jennings- Includes Tour
Drury Plaza Hotel Valdosta

Drury Plaza Hotel Valdosta

3 out of 5
1327 N Saint Augustine Rd Valdosta GA
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $145 total per night from May 4 to May 5
$145 total
May 4 - May 5
Total with taxes and fees
9.6/10 Exceptional! (1,550 reviews)
Great

Reviewed on Apr 10, 2026

Drury Plaza Hotel Valdosta
See all 266 properties in Jennings
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find the Best Jennings Vacation Packages

Jennings Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Valdosta Regional Airport (VLD)
Population
870
Max Temp Winter
65ºF
Max Temp Summer
90ºF

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Frequently asked questions

How much does a Jennings vacation package cost?
Offering great value package deals from $276 on Expedia, you'll be surprised at how little a vacation to Jennings costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Jennings?
If you'd like to book a cheap Jennings vacation package, consider traveling in May, August and October. You'll typically find lower rates on hotels and airfares during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Jennings?
Usually, a handful of days is enough to explore the top attractions during your Jennings vacation. However, if you'd like to have more time to rest or take day trips, think about extending your itinerary.
How to find the best Jennings package deals?
Use Expedia's filter tool to find some great Jennings package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Jennings package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Jennings vacation as a package?
You can enjoy significant savings on your Jennings escape by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to see the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Jennings?
Score fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Jennings break.
Does Expedia offer Book Now, Pay Later Jennings vacation packages?
Your Jennings trip is meant to be a relaxing escape from your busy life, not a source of money-related stress. So to allow you more flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.